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Investments - Additional Information (Narrative) (Details) - USD ($)
$ in Millions
1 Months Ended 12 Months Ended
Dec. 14, 2020
Jul. 26, 2016
Jan. 31, 2015
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Dec. 27, 2019
Dec. 23, 2019
Sep. 19, 2018
May 01, 2018
Dec. 18, 2017
Jan. 01, 2017
Gain (Loss) on Securities [Line Items]                          
Catastrophe bonds, trading, cost       $ 18.8 $ 28.6                
Investment in the period       0.5 1.1                
Investment in Multiline reinsurer       77.2                  
Equity method investment, aggregate cost       0.9 67.9 $ 67.1              
Equity method investment, realized gain (loss) on disposal       10.4                  
Other investments       109.4 111.4                
Investment funded       0.0                  
Other-than-temporary impairment charge         0.0                
Available-for-sale investment, allowance for credit loss, increase (decrease)       $ (0.4)                  
BBB Emerging Market Debt                          
Gain (Loss) on Securities [Line Items]                          
Percentage of investment       0.00%                  
Real estate fund                          
Gain (Loss) on Securities [Line Items]                          
Percentage of investment       1.50%                  
Real estate fund | Fair Value, Recurring [Member]                          
Gain (Loss) on Securities [Line Items]                          
Investments, fair value       $ 109.4 $ 111.4                
MML and CML                          
Gain (Loss) on Securities [Line Items]                          
Percentage of investment       3.60%                  
Managed portfolio                          
Gain (Loss) on Securities [Line Items]                          
Percentage of investment       5.10% 8.20%                
Commercial mortgage loans                          
Gain (Loss) on Securities [Line Items]                          
Fair market value, trading       $ 163.6 $ 156.6                
Middle market loans                          
Gain (Loss) on Securities [Line Items]                          
Fair market value, trading       112.1 111.7                
Privately-held investments                          
Gain (Loss) on Securities [Line Items]                          
Fair market value, trading       299.3 279.7                
Bene                          
Gain (Loss) on Securities [Line Items]                          
Investment in the period   $ 3.3                      
Gross realized and unrealized gains (loss)       0.0 0.0 (0.9)              
Investment in Multiline reinsurer       6.1                  
Equity method investment, ownership percentage   20.00%                      
Equity method investment, aggregate cost       0.0 4.3 3.2              
Equity method investment, cash payment       0.0 1.1 1.2              
Equity method investment, realized gain (loss) on disposal       1.8                  
MVI                          
Gain (Loss) on Securities [Line Items]                          
Investment in the period     $ 0.8 0.0 0.0 0.2 $ 0.1            
Gross realized and unrealized gains (loss)       (0.4) (0.1) (0.2)              
Investment in Multiline reinsurer       0.0                  
Equity method investment, aggregate cost       0.0 0.4 0.5              
Equity method investment, realized gain (loss) on disposal       0.0                  
Digital Re                          
Gain (Loss) on Securities [Line Items]                          
Investment in the period       0.0 0.0                
Gross realized and unrealized gains (loss)       (0.3) (0.2) 0.4              
Investment in Multiline reinsurer       0.0                  
Equity method investment, ownership percentage                         49.00%
Equity method investment, aggregate cost       0.4 0.7 0.9             $ 2.3
Equity method investment, realized gain (loss) on disposal       0.0                  
Crop Re                          
Gain (Loss) on Securities [Line Items]                          
Investment in the period       0.0 0.0                
Investment in Multiline reinsurer       71.1                  
Equity method investment, ownership percentage 23.20%                     23.20%  
Equity method investment, aggregate cost       0.0 62.5 62.5              
Equity method investment, realized gain (loss) on disposal $ 71.1     8.6                  
Settlement for crop years 14.5                        
Settlement re commutation agreement $ 2.2                        
Multi-Line Insurer                          
Gain (Loss) on Securities [Line Items]                          
Investment in the period       0.5 0.0                
Investment in Multiline reinsurer       0.0                  
Equity method investment, aggregate cost       0.5 0.0 0.0              
Equity method investment, realized gain (loss) on disposal       0.0                  
Other investments       0.3       $ 0.2 $ 5.0        
Limited Partner | Real estate fund                          
Gain (Loss) on Securities [Line Items]                          
Restricted assets           $ 100.0              
Other investments       $ 109.4 $ 111.4         $ 13.8 $ 86.2